O-(p-toluenesulfonyl)-N-methylhydroxylamine

Base Information

• Chemical Name: O-(p-toluenesulfonyl)-N-methylhydroxylamine
• CAS No.: 25370-97-2
• Molecular Formula: C₈H₁₁NO₃S
• Molecular Weight: 201.246
• Mol file: 25370-97-2.mol

Synonyms:O-(p-toluenesulfonyl)-N-methylhydroxylamine

Chemical Property of O-(p-toluenesulfonyl)-N-methylhydroxylamine

Chemical Property:

• Melting Point: 49-52 °C
• Boiling Point: 297.0±33.0 °C(Predicted)
• Density: 1.237±0.06 g/cm3(Predicted)

Purity/Quality:

Benzenesulfonicacid,4-methyl-,methylazanylester 95% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of O-(p-toluenesulfonyl)-N-methylhydroxylamine

There total 2 articles about O-(p-toluenesulfonyl)-N-methylhydroxylamine which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 97.0%

O-(p-toluenesulfonyl)-N-tert-butoxycarbonyl-N-methylhydroxylamine (25370-96-1) → O-(p-toluenesulfonyl)-N-methylhydroxylamine (25370-97-2)

Guidance literature:

With trifluoroacetic acid; In dichloromethane; at 0 ℃; for 3h;

Reference yield:

p-toluenesulfonyl chloride (98-59-9) → O-(p-toluenesulfonyl)-N-methylhydroxylamine (25370-97-2)

Guidance literature:

Multi-step reaction with 2 steps

1.1: potassium carbonate / tetrahydrofuran; water / 5 h / 0 - 20 °C / Inert atmosphere; Cooling with ice

1.2: 18 h / 20 °C / Inert atmosphere

2.1: trifluoroacetic acid / dichloromethane / 3 h / 0 °C / Inert atmosphere

With potassium carbonate; trifluoroacetic acid; In tetrahydrofuran; dichloromethane; water;

DOI:10.1039/d0ob02122a

Reference yield: 94.0%

1,2-dimethoxybenzene (91-16-7) + O-(p-toluenesulfonyl)-N-methylhydroxylamine (25370-97-2) → N-methyl-3,4-dimethoxyaniline (35162-34-6)

Guidance literature:

With air; at 20 ℃; for 36h; chemoselective reaction;

DOI:10.1002/adsc.202100236

upstream raw materials:

O-(p-toluenesulfonyl)-N-tert-butoxycarbonyl-N-methylhydroxylamine

p-toluenesulfonyl chloride

Downstream raw materials:

Toluene-4-sulfonate5-methoxycarbonyl-1-methyl-1-methylamino-1,2,3,6-tetrahydro-pyridinium;

2-methyl-2-methylamino-2,3,4,5-tetrahydro-1H-pyrido<4,3-b>indol-2-ium toluene-p-sulphonate

Toluene-4-sulfonate2-methyl-2-methylamino-2,3,4,9-tetrahydro-1H-β-carbolin-2-ium;

Toluene-4-sulfonate8-bromo-2-methyl-2-methylamino-2,3,4,5-tetrahydro-1H-pyrido[4,3-b]indol-2-ium;

Refernces

• 1、 John, Oliver R. S.,Killeen, Niall M.,Knowles, Deborah A.,Yau, Sze Chak,Bagley, Mark C.,Tomkinson, Nicholas C. O.. "Direct α-oxytosylation of carbonyl compounds: One-pot synthesis of heterocycles". . p. 4009 - 4012. Retrieved 2008/02/11.